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An Ocean Adventure

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Embark Disembark Vessel DurationVoyage No
Sun 02-03-2025, 19:00St Georges, Bermuda Sat 22-03-2025, 10:00Horta, on Ilha do Faial, Azores Eye of the Wind 20 NightsEYE25/08

If you want to escape your everyday life and get into the rhythm of sailing a small square rigger with only 12 guest crew then this is a great voyage for you. If you need more action it is always there, from the responsibility of standing a watch to climbing the rigging or fishing. Enjoy ocean sunsets and getting to know your ship mates from all over the world. Your reward after 1800 miles of starlit night skies, wide horizons, fresh air and pulling on ropes will be the beautiful Azores.

  • Voyage
  • Vessel


  • Get into the rhythm of life on board
  • Tuition from a friendly professional crew
  • Visit the iconic quay and Peter’s Cafe in Horta, Azores
  • Good trade winds for exciting sailing
  • Fantastic wildlife spotting
  • Star gazing in the clearest of skies

Eye of the Wind

Sailing Areas New Zealand
Vessel type / Rig 2 Masted Brig
Guest Berths 12
Beam 7.01m (23ft)
Draft 2.7m (8.9ft)
Overall Length 40.23m (132ft)
Year Built 1911
More about the Vessel

Voyage Description


Setting Sail from Bermuda

Bermuda is only 21 square miles but comprises of 181 named islands sitting way out in the Atlantic, hundreds of miles from the USA and several thousand from the UK. An elegant destination of perfect sandy beaches palms and colonial old world charm Bermuda is decidedly British compared with the Bahamas. The beautiful colonial town of St George’s is sure to entice you, with it’s waterside bars and restaurants. Don’t forget to try a Rum Swizzle or a Dark and Stormy, the famous Bermudan cocktails (although maybe stick to one: going to sea on a hangover is not recommended!)

Along the Way

With experienced crew to show you the ropes, sails and deck skills you will also learn how to spot wildlife, how to steer the ship, why the sails are set a particular way. Watch the pattern of the waves and understand the swell and how it is affected by the weather hundreds of miles away. Always keep an eye to the sky and try to foretell what the weather is going to do next. 

Once out into the ocean, a relaxing and comfortable routine will be established. Night sailing with absolutely no light pollution allows you to see the stars like you have never seen them before, and clear days offer the widest of horizons.  All of the seas moods will be encountered, from glassy calms to white capped swells where flying fish are launched from crest to crest.

If the winds are light then rolling out the stuns’l booms and setting these giant light wind stun sails can occupy a fair bit of the day. It is a good idea to practice getting them down quickly too, as this part of the world can get a bit thundery and squally.

Stunsails set on Eye of the Wind

Arriving in the Azores

The volcanic Pico is likely the first land you’ll sight, and with it the spell of the ocean passage will be broken, and everyone will start getting excited about stepping ashore. Horta is a real trans-Atlantic way point, visited by all kinds of ships on all kinds of journeys, and every surface of the quay is covered in murals painted by the crews of visiting boats. No doubt Eye’s own mural will need a touch up and an update! Enjoy an evening ashore in the world-famous Peter’s Cafe with your new shipmates before a final night on board.

If you have the luxury of some extra time in the Azores before your onward travel plans, make sure to visit the scrimshaw museum at Peter’s Cafe (if celebrations got in the way of this on the day of arrival!). There are also fantastic hiking opportunities if you need a leg stretch after your time at sea.


The route is likely to be looking for the Westerly depressions to sweep the ship across the Atlantic which can mean swinging quite far north into the Westerly wind belt. Temperatures are mild and can be quite hot near the Azores. The seas could be rough when the low pressure systems come through but near the Azores high pressure can bring lighter winds and flatter seas.


On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best and safest sailing routes for the forecast. They are as keen as you to include some of the highlights described above, but when it comes to sailing, you have to go with Mother Nature, not fight her. The description provided is based on what we think might be possible, based on past trips, or prior experience, but nothing is guaranteed on a sailing voyage. As such, the scheduled joining ports, routes, activities and/or destinations may be altered. Due to the complexities of weather systems, this may be at very short notice. 


Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail. Handling cargo adds an extra dimension – building teamwork and communication skills and leaving you with a great sense of achievement.


We cater for a wide range of ages and physical abilities and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation. There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.


Start & End Port

St Georges, Bermuda

St George’s is a UNESCO World Heritage Site, and the oldest continuously inhabited English town in the New World, with cobblestone streets and colonial architecture.

Colourblind sailor and jumped-up cook

Horta, on Ilha do Faial, Azores

Visit the Horta Museum to delve into the island’s rich maritime past. Peter Café Sport is also worth a visit; it has been serving sailors for more than 100 years.

The marina in Horta is a key stopping point for transatlantic yachts. One unique feature is the sailor’s tradition of painting a mural on the marina wall before setting sail again. It gives Horta a communal feel that’s quite special.

Horta also offers stunning natural beauty. From hiking trails to volcanic landscapes and whale watching, there’s plenty for outdoor enthusiasts to explore.


Kit List

What to pack for a sailing holiday on the Eye of the Wind

Working Language on Board is German and English

Practical Advice for Eye of the Wind   

Practical Advice for Covid 19 and Eye of the Wind

What is Included

  • Sailing Instruction
  • All meals to include refreshments throughout the day
  • Duvet, pillow and sheets
  • Hand towels

What is not Included

  • Waterproof jackets and trousers
  • Alcoholic drinks but there is a bar on board
  • Any entry visas required

What to Bring

Suitcases take up a lot of room in a cabin, so it is better to uses soft bags in a ship. A small rucksack for going ashore is useful.

  • Eye of the Wind does not supply waterproof jackets and salopette type trousers. Please bring your own waterproof clothing.
  • A mix of warm and wind proof clothing.
  • Lots of thin layers is better than one thick layer in cold destinations.
  • In tropical countries - long sleeves and long trousers to protect you from the sun
  • Footwear on board needs a good grip and soft soles- the decks are wood or steel.
  • Ashore stout, waterproof walking boots are best if you are in remote places.
  • Eye of the Wind has electric sockets in all the cabins 240 V 
  • Cameras, spare batteries, chargers if you need them
  • Binoculars are handy for bird watching etc.
  • Suntan lotion, hats, sunglasses
  • Dont forget any regular medication, persciption glasses and spare
  • Euros for bar bill 
  • Passport, travel insurance, tickets etc
  •  To get ashore is usually by dinghy so be prepared to get wet feet. Rubber boots or quick drying sandals - depending on the location.
  • The ship provides hand towels but please bring a beach towel
  • snorkel and mask for caribbean if you like snorkelling (travel tip: swimming goggles pack up smaller than a facemask)
  • Bring insect repellant for Caribbean as can get mosquitos ashore in evening (rare at anchor)
  • ear plugs can be handy 


All the power to your plug sockets comes from the ship's generator which runs on deisel. The less the generators have to run to top up power, the nicer it is for the guests on board and also greener for the planet. Please don't bring loads of hairdriers, electric devices to charge.

There is no internet on board whilst at sea. 


A fabulous adventure! Words cannot convey the experience.

John, Tortola to Bermuda

Tortola to the Azores! What a great time. Thanks to Captain Pit and the crew. An awesome adventure with awesome people!"

F Coutreau

What a wonderful, lovely, great, awesome trip we've had from Malaga to Lanzarote! I loved and enjoyed every minute.

Thanks again for this wonderful experience. I miss you guys!


Now that was a voyage! The EYE crew - all 10 - five women and five men - embody two words:


And such a beautiful ship. Thank you beyond measure


Vessel Gallery

With red sails against a blue sky, Eye of the Wind is a photogenic ship. If you have any new images we would love to see them since Eye of the Wind has only recently returned to our website. 

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